METHYL 2-HYDROXY-5-IODONICOTINATE

To a solution of 2-hydroxynicotinic acid methyl ester (3-067-02) (20 g) in methylene chloride (500 mL) was added N-iodosuccinimide (NIS, 38 g) at room temperature, and the reaction mixture was heated under reflux for 16 h, and evaporated. To the residue was added ethyl acetate (200 mL) and the reaction mixture was heated under reflux for 2 h. The insoluble solid was filtered to give 2-hydroxy-5-iodonicotinic acid methyl ester (3-067-03) (30 g, 81percent) as a white solid.1H NMR (300 MHz, CDCl3): δ 3.97 (s, 3H), 8.33 (brs, 1H), 8.43 (d, J = 2.4 Hz, 1H).To a solution of 2-hydroxynicotinic acid methyl ester (3-067-02) (20 g) in methylene chloride (500 mL) was added N-iodosuccinimide (NIS, 38 g) at room temperature, and the reaction mixture was heated under reflux for 16 h, and evaporated. To the residue was added ethyl acetate (200 mL) and the reaction mixture was heated under reflux for 2 h. The insoluble solid was filtered to give 2-hydroxy-5-iodonicotinic acid methyl ester (3-067-03) (30 g, 81percent) as a white solid.<1>H NMR (300 MHz, CDCl3): delta 3.97 (s, 3H), 8.33 (brs, 1H), 8.43 (d, J= 2.4 Hz, 1H).

Molecular Weight:279.03
XLogP3:0.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:278.93924
Monoisotopic Mass:278.93924
Topological Polar Surface Area:55.4
Heavy Atom Count:12
Complexity:293
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes